Chesapeake Painting Services
Chooz Score Insights
Our Chooz Score evaluates 44 factors across reviews, digital presence, and business credentials. Here's what stands out for Chesapeake Painting Services
About Chesapeake Painting Services
Owner James Guth built Chesapeake Painting Services from their Annapolis base into a recognized contractor throughout Anne Arundel County. Estimator Mike handles project consultations and color selection guidance. Lead painters Jeremia and Jose oversee most residential cabinet refinishing projects, while Emmanuel and Byron manage exterior work. Project manager Yvonny coordinates scheduling and client communication. The crew has developed specialized techniques for century-old cedar shake restoration and factory-finish cabinet transformations.
The company handles interior residential painting, exterior painting, cabinet refinishing, drywall repair, and historic home restoration. Projects range from single-room updates to complete renovations requiring custom color matching of original trim. They tackle popcorn ceiling removal, cedar shake tile replacement, and intricate millwork restoration on properties built before 1940. Karen describes how they "did an excellent job color matching" between her island and existing cabinets. Barry mentions their work on his "100 year old cedar shake home" resulted in professional transformation.
They serve Annapolis, Severna Park, Arnold, Edgewater, and Davidsonville within a 25-mile radius. Recently merged with Blue Star Paint & Property Services, operations center at 146 Defense Highway.
Updated: 01-14-2026
Q&A Based On What Customers Are Saying About Chesapeake Painting Services
Q: How does Chesapeake Painting Services handle century-old cedar shake homes?
Barry describes their work on his "100 year old cedar shake home" as "outstanding," calling the team "timely, professional, flexible." Robert continues to "use them for painting and other fix-ups around our historic home." Sandy mentions extensive renovation in their "historical house" across multiple rooms. The crew understands original millwork preservation, period-appropriate surface treatments, and careful handling of aging materials. Projects include cedar shake tile replacement, fascia repair, and restoration work requiring experienced craftsmanship beyond standard residential painting.
-Review Snippet Sources: Google Reviews
Q: Does Chesapeake Painting Services maintain consistent communication throughout projects?
Kathy calls out estimator Mike and painters Jeremia and Jose, stating "communication was outstanding" and they were "constantly checking in to see if I had any questions all through the project." Elyse describes the team as "super communicative" from estimate through completion. Tom mentions working with Mike was "an absolute pleasure" and the crew "patiently answered all our questions." The structure includes estimator consultations, daily crew updates, project manager check-ins, and owner oversight ensuring accessibility from initial contact through final walkthrough.
-Review Snippet Sources: Google Reviews
Q: What makes Chesapeake Painting Services' cleanup practices different from other contractors?
Kim describes them as "extremely clean" and notes "they clearly take pride in their work." Tami highlights how painters "cleaned up everyday" and when finished, "put everything back together how it originally was. Right down to the decor and throw pillows." Dave mentions the crew "cleaned up well each night" when working around existing construction. Elyse states they "worked clean" throughout her project. The daily site cleanup, furniture protection, and final restoration demonstrate thoroughness that customers contrast with previous contractor experiences.
-Review Snippet Sources: Google Reviews
Q: Why do customers praise Chesapeake Painting Services' cabinet refinishing results?
Karen mentions they did an "excellent job color matching" between her island and existing cabinets, calling the crew "meticulous." Edward states the "finish on the cabinets is perfect." Tami describes how her cabinets "look great," noting she "could not be more pleased with the results." Ali explains their kitchen project left them "SO happy" because the team "guided us through the process seamlessly." The preparation work, spray application technique, and factory-quality finish transform kitchens without replacement costs, with customers noting the precision and durability.
-Review Snippet Sources: Google Reviews, Yelp
Q: Does Chesapeake Painting Services consistently meet project deadlines?
Tom explains the crew not only met their tight deadline before vacation but "finished with plenty of time to spare." Bobbi thanks painters Emmanuel and Byron for getting work "finished ahead of time." Sarah notes that although initially quoted four to six weeks, the company "found a way to fit us in within 2 weeks without us having to ask." Cathy mentions they "worked me into their busy schedule so that my house was painted before I moved in." The reliability stems from realistic estimates and efficient crew management.
-Review Snippet Sources: Google Reviews
Q: How did Chesapeake Painting Services address the negative review about poor workmanship?
Elizabeth raised concerns about workmanship quality, lack of final walkthrough, and unresponsive quality control after sending detailed photos. The company offered to send the crew back, though Elizabeth declined further disruption. This contrasts with Dave mentioning Chesapeake "proactively followed up with me to conduct a job completion walk-through," noting many contractors "try to avoid a walk-through when the job is finished." The pattern suggests walkthrough protocols exist but weren't followed in Elizabeth's case, showing inconsistency in quality control execution.
-Review Snippet Sources: Google Reviews
Q: Does Chesapeake Painting Services use in-house employees or rotating subcontractors?
Reviews mention painters by name across different timeframes. Kathy worked with Mike, Jeremia, and Jose. Bobbi had Emmanuel and Byron. Tom's project was led by Yvonny. Courtney's intricate floor design was completed by Jeremiah. Christopher notes his second major project maintained quality, stating the team is "genuinely 'The Gentlemen Painters.'" The consistent crew names and company branding suggest W2 employees with stable assignments rather than rotating subcontractors, allowing customers to build relationships with painters across multiple projects.
-Review Snippet Sources: Google Reviews, Yelp
Q: How does the Blue Star merger affect Chesapeake Painting Services operations?
The companies merged and relocated to 146 Defense Highway in Annapolis, combining capabilities while preserving service approaches. One customer notes starting with a Chesapeake estimate but receiving a Blue Star crew, creating "a few crossed wires at the beginning," though project manager Sebastian "immediately came out" to resolve issues and "then everything ran smoothly." The transition showed some coordination challenges during the merger period. Current operations integrate both teams under unified management, with the combined entity offering expanded services across residential and commercial sectors.
-Review Snippet Sources: Google Reviews, Company Website
Updated: 01-14-2026